Our Top Choice Compound: Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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Reference of 95715-86-9, Chemical engineers work across a number of sectors, processes differ within each of these areas, but chemistry and chemical engineering roles are found throughout in the manufacturing process of chemical products. 95715-86-9, Name is Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate, molecular formula is C12H21NO5

This paper uses the phosphine oxazoline ligands 1 and an allylation transformation (reaction 1) to illustrate the value of divergent ligand syntheses and high-throughput screening in catalyst discovery and optimization. Thus, a diverse set of ligands 1 (Table 1) was prepared via a divergent synthesis involving the pivotal intermediate, phosphine-substituted amino alcohol 7 (Scheme 1). Single-crystal X-my crystallographic data was obtained for a nickel complex 8 (Figure 3) of the phenyl-substituted ligand 1i. This analysis illustrated some structural features of the ligand systems 1 that may be conducive to asymmetric catalysis. High-throughput screens were then used to correlate the ligand 1 R-substituents with asymmetric induction in the allylation reaction 1, and it emerged that the pseudo-spherical adamantyl substituent was superior to other R-substituents. Other parameters in the catalyst systems were also varied, sometimes in ‘two-dimensional’ screens. No pronounced solvent effects were identified. Abstraction of chloride was shown to be detrimental, whereas addition of chloride provided no advantages. One of the most critical of all the variables probed was, rather surprisingly, the effect of ligand-to-metal ratio; enantioselectivities dropped sharply and eventually reversed when this ratio was increased above 1:1. These observations were rationalized in terms of a chelated complex A and a nonchelated one B (Scheme 3). The implications of these results for high-throughput screening of catalyst systems in general, and for ligands 1 in particular, are discussed.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H2551NO – PubChem